2-(4-(1H-Tetrazol-5-yl)-1H-pyrazol-1-yl)-4-(4-nitrophenyl)thiazole

ID: ALA3614038

PubChem CID: 122189485

Max Phase: Preclinical

Molecular Formula: C13H8N8O2S

Molecular Weight: 340.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(-c2csc(-n3cc(-c4nnn[nH]4)cn3)n2)cc1

Standard InChI:  InChI=1S/C13H8N8O2S/c22-21(23)10-3-1-8(2-4-10)11-7-24-13(15-11)20-6-9(5-14-20)12-16-18-19-17-12/h1-7H,(H,16,17,18,19)

Standard InChI Key:  LSAVDEWOBSLJGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5731    6.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    2.9810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2977    4.8306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1664    5.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    4.6606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2335    9.4285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1995   10.7526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0619    8.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2558    7.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9492    0.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9546    1.9903    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6975   10.8294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8096    9.3041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2067    3.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12  5  2  0
 12 11  1  0
  6  5  1  0
 19 11  1  0
 20  3  2  0
  7 14  1  0
 14 17  2  0
  8 17  1  0
 16 21  2  0
  6  4  1  0
  3  7  1  0
  7 13  2  0
 19 10  1  0
  9 11  2  0
 15 20  1  0
 21  1  1  0
 10 18  2  0
 15 13  1  0
 18  9  1  0
  4  2  2  0
 20  6  1  0
  2 12  1  0
  1  8  2  0
 14 16  1  0
 22 23  2  0
 22 24  1  0
  1 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3614038

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 340.33

Molecular Weight (Monoisotopic): 340.0491

AlogP: 2.08

#Rotatable Bonds: 4

Polar Surface Area: 128.31

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.98

CX Basic pKa: 0.65

CX LogP: 2.66

CX LogD: 1.05

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.44

Np Likeness Score: -2.71

References

1. Duan LM, Yu HY, Li YL, Jia CJ..  (2015)  Design and discovery of 2-(4-(1H-tetrazol-5-yl)-1H-pyrazol-1-yl)-4-(4-phenyl)thiazole derivatives as cardiotonic agents via inhibition of PDE3.,  23  (18): [PMID:26319621] [10.1016/j.bmc.2015.08.002]

Source

Source(1):

• Scientific Literature